title: Modification of synthesis and investigation of properties for 2-cyanoacrylates.
abstract: The conventional method for synthesis of 2-cyanoacrylate monomers was modified and the adhesive properties were studied for the cyanoacrylate monomers and the resultant polymers. Toluene was found to be better as reaction solvent than methyl alcohol or xylene. The higher the molecular weight of the condensation oligomer before pyrolysis and the narrower the molecular weight distribution, the higher the yield of cyanoacrylate monomer. Ethoxyethyl cyanoacrylate with an ether side chain was shown to be a soft and biodegradable adhesive. The softening and glass transition temperatures of ethoxyethyl cyanoacrylate polymer were much lower than those of cyanoacrylate polymers with methyl, ethyl or isobutyl side chains. Hydrolysis of poly(ethoxyethyl cyanoacrylate), evaluated from formaldehyde generation and mass loss, was faster than that of ethyl cyanoacrylate and isobutyl cyanoacrylate polymer. Hydrolysis of the ethoxyethyl cyanoacrylate polymers was greatly affected by the molecular weight of the polymers. The morphological change of the cyanoacrylate polymer films was studied by scanning electron microscopy.
authors.affiliation: Research Centre for Medical Polymers and Biomaterials, Kyoto University, Japan.
authors.forename: Y C
authors.initials: YC
authors.lastname: Tseng
authors.forename: S H
authors.initials: SH
authors.lastname: Hyon
authors.forename: Y
authors.initials: Y
authors.lastname: Ikada
mesh_terms: D000268:Adhesiveness; D001672:Biocompatible Materials; D001673:Biodegradation, Environmental; D003487:Cyanoacrylates / Q000138:chemical synthesis*; D008422:Materials Testing; D008855:Microscopy, Electron, Scanning; D008970:Molecular Weight
chemical_list: D001672:Biocompatible Materials; D003487:Cyanoacrylates